2-(6-Carboxy-6-phenylhexyl)-1-methoxiimino-2-cyclopentene → 2-(6-Carboxy-6-phenylhexyl)cyclopent-2-en-1-one

Reaction equation

C1C(/C=N/O)=CC=[N+](C[N+]2C=CC(/C=N/[OH:16])=CC=2)C=1.[Br-].[Br-].[C:22]([CH:25]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]1[C:32](=NOC)[CH2:33][CH2:34][CH:35]=1)([OH:24])=[O:23]>>[C:22]([CH:25]([C:39]1[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=1)[CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][C:31]1[C:32](=[O:16])[CH2:33][CH2:34][CH:35]=1)([OH:24])=[O:23]

Participants

Reactant 2

HCID 545042992-(6-Carboxy-6-phenylhexyl)-1-methoxiimino-2-cyclopentene

HCID 135545784Mmb-4

Product 1

HCID 217678182-(6-Carboxy-6-phenylhexyl)cyclopent-2-en-1-one

Procedure

Methoxime cleavage of 2-(6-carboxy-6-phenylhexyl)-1 -methoxiimino-2-cyclopentene (Example 466) in the manner of Example 38 is productive of the subject ketone.

Sources & evidence

ORD record: ord-6a9862e90d044cc9abbf29101bce77b0
Source dataset: uspto-grants-1977_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04054604

Reaction notes

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